James Conole, CFP®

Ready For Retirement

Business EN ↓ 392 episodes

Ready For Retirement is the podcast dedicated to helping you learn the tips and strategies that will help you achieve your retirement goals. When it comes to retirement planning, it can quickly become overwhelming and easy to not take action. I designed this podcast because I want you to have the knowledge and confidence to create your secure retirement. My ultimate goal for all of my clients (and listeners) is to create peace of mind and that starts with having a strategy. I want you to spend more time thinking about what matters most to you in retirement. I post weekly episodes to keep you u...

Be sure to visit the podcast's website and support the creator: www.rootfinancialpartners.com

Author

James Conole, CFP®

Category

Business

Latest episode

Oct 24, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android almost 10M downloads · 4.8 rating iOS soon

Episodes

Retire NOW If You Answer "YES" to All 5 Questions 24.10.2026

Ready to retire? See what it's like to work with us → https://learn.rootfinancial.com/9593a2 ======================= I've watched people with plenty of money retire and spend the first two years second-guessing everything. So before I tell any client they're ready, I ask them five questions. If you can honestly say yes to all five, you might be able to retire now. Not in a year. Not...

Once You Understand This, You'll Stop Working Past 55 17.10.2026

Ready to retire? See what it's like to work with us → https://learn.rootfinancial.com/7a0f48  ======================= Every time you add one more year to your retirement projection, the numbers get better. The math is right. But it only measures one part of your wealth. Your health, your time and your relationships don't show up anywhere on that screen. So most people keep chasing the on...

15 Years of Advising $2M+ Retirees in 18 Minutes 10.10.2026

Ready to retire? See what it's like to work with us → https://learn.rootfinancial.com/15076a ======================= You saved well. You invested well. You built $2 million or more. But the habits that got you here aren't the ones that will carry you through retirement. After 15 years of building plans for retirees at this exact level, I've watched a few small shifts completely chan...

Think Twice Before You Retire at 65 03.10.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/4f7f57 ======================= A couple came to me. Both 60. $2.5 million saved. Everything on paper said they were ready to stop working. They kept going anyway. One of them was doing it out of guilt. The other was doing it for a health insura...

Don't Let Early Retirement Backfire (9 Things You NEED To Know) 26.09.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/a8aca2 ======================= The problem is, most retirement advice out there isn't built for people retiring early. Most people don't even realize how different it is.   These are the 9 things you need to know before you retire ear...

My Honest Advice To Anyone Retiring With $2 Million 19.09.2026

If you've got $2 million or more saved, you probably think you already know how retirement goes. No more stress, finally enjoying life, doing whatever you want. That's not how it goes. Not because of the money. Because of what happens to your judgment, your spending, and your mental health once the paycheck actually stops, and almost nobody warns you about it in time. This is everything...

How I'd Retire in 5 Years Starting With $1M (2026) 12.09.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/c8e6cf ======================= If you have a million dollars saved and five years until retirement, this is the last stretch where you can actually change how it turns out. I've sat across from people in your exact position who assumed the...

10 Really Good Reasons to File for Social Security at Age 62 05.09.2026

Two people, same age, same savings, same expenses. One files for Social Security at 62. The other waits until 70. Everyone knows the one who waits gets a bigger check. Almost nobody looks at what's happening to the other person's money while they wait. Here are 10 reasons the person who files at 62 might actually come out ahead, plus one thing that makes this decision far less permanent...

$3M vs $2M in Retirement: Here’s What Changes 29.08.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/6b74ff ======================= Andrew and Ellen are 62, sitting on 2 million dollars, and ready to walk away from work today. Then we ran one more scenario, and it changed the entire conversation. It's not really about how much you have. I...

How To Invest Once You Retire 23.08.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/9fc86c ======================= Your portfolio only had one job while you were working. The day you retire, it gets a second one, and almost nobody splits the money the right way between the two. I watched a client with three million dollars, al...

How Much Can You Spend With $2.5 Million In Retirement? 15.08.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/0ce92d ======================= This is the question I get more than any other after 15 years of doing this: how much can you actually spend in retirement without running out of money?   John and Tina are 60, sitting on two and a half million do...

19 Unsexy Habits That Lead to a Great Retirement 08.08.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/ad021b ======================= I've spent 15 years watching retirees blow up decades of saving with decisions that felt harmless in the moment. Not big mistakes. Small ones, repeated for years, that quietly cost people hundreds of thousand...

Every Retirement Withdrawal Strategy RANKED (Worst to Best) 01.08.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here:  https://youtu.be/7lpp3XXiDyQ ======================= You probably think the way you'll pull money out of retirement is a solid, sensible plan. There's a good chance you're wrong. Most people default to one withdrawal strategy without ever comparing it to the o...

The ONLY 5 Tax Strategies You Need In Retirement 25.07.2026

Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here:  https://youtu.be/7lpp3XXiDyQ ======================= Two people retire on the same day. Same savings, same investments, same effort over 30 years of working. A few years later, one of them has a lot more money than the other. It's not because of a better stock pick or a...

Why Everything Changes After You Save $1.44 Million in Retirement 18.07.2026

$1,440,000 sounds like the finish line. For a lot of people it's actually where a brand new problem starts, one nobody warns you about before you get there. I've sat across the table from hundreds of people getting ready to retire, and the same mistake keeps showing up right after they hit their number. It has nothing to do with how much they saved. This video is where that number actual...

I'm A Retirement Advisor: Here's What I Tell Every Client At 62 11.07.2026

I've sat with 100 retirees, and the biggest regret almost never has anything to do with a bad investment.   It's something I call the momentum trap. At 62, every single signal tells you to keep going, and almost nobody sees it coming until it's too late to get those years back.   This video is what I tell every client who walks in at 62, the trap, the blind spots, and how to actuall...

Don’t Retire If This Is You - 5 Warning Signs 04.07.2026

You can hit your number, be fully financially ready, hand in your notice, and still end up miserable. Or worse, running out of money.   In 15 years as a retirement advisor, I've watched it happen again and again, and it almost always comes down to one of five warning signs. Most of them have nothing to do with how much you've saved.   If even one of these is you, it's not a no. It&a...

Your Life When Retiring With $100K vs $1M vs $10M 27.06.2026

You'd assume retiring with $10 million is a hundred times better than retiring with $100,000. It isn't. And the reason is stranger than you'd think.   Because the size of your portfolio barely tells you what your life actually looks like. What changes from one level to the next isn't your lifestyle. It's the entire problem you're left trying to solve.   This video run...

Sell These 10 Things BEFORE You Retire 20.06.2026

There are 10 things sitting in your life right now that are quietly draining your retirement. Most people never notice them.   This isn't the usual save more, buy more advice. After 15 years of helping people retire, the happiest ones I've seen didn't get there by adding. They got there by letting go of the right things at the right time.   This video is all 10, ranked, with the big...

If You Only Watch One Retirement Video, Make it This 13.06.2026

Most retirement advice isn't wrong. It's incomplete. And following incomplete advice for 30 years is how people end up financially ready for retirement but completely unprepared to live it. I've seen it hundreds of times. Someone hits their number and feels nothing. So they keep working, keep deferring, keep waiting. By the time they stop, the years they actually wanted are already...

The Real Math of Working One More Year (It’s Not What You Think) 06.06.2026

"Just one more year, to be safe." I've heard that sentence more times than almost any other in my career. One year becomes two, two becomes five. By the time they finally retire, something has shifted and retirement looks very different. This is the math of working one more year. Both sides of it. We're going to cover: - why Mark and Carol (example case) had $2.5 million saved...

Why I Told My Client Not to Pay Off Their Mortgage Before Retiring 31.05.2026

Paying off your mortgage before retirement sounds responsible. Sometimes it is. Sometimes it quietly costs you the best years of your life. In this episode, James walks through the story of a client who delayed retirement for five extra years just to eliminate an $1,800 monthly mortgage payment. On paper, the decision looked smart. Her portfolio grew, her expenses dropped, and everything became mo...

Taxes on a $3M Retirement Portfolio: What You'll Actually Owe Each Year 24.05.2026

Most people assume retirement taxes are based on how much they withdraw. The real problem is what the IRS eventually forces them to withdraw. In this episode, James walks through what taxes can actually look like on a $3 million retirement portfolio and why two retirees with the exact same amount saved can end up with completely different tax bills. The difference is not the portfolio size. It is...

Here's What Happens to Your Social Security If You Retire at 60 17.05.2026

Retiring at 60 feels like a clean plan. Work ends, savings take over, and Social Security fills the gap later. What most people do not realize is that decision has already changed their benefit. In this episode, James walks through what actually happens to your Social Security when you retire at 60, even if you do not claim benefits right away. The calculation is based on your 35 highest earning y...

$15M in Nvidia Stock Case Study | Don't Just "Diversify Everything" 10.05.2026

A big single-stock win can feel like freedom one day and a tightrope the next. This plan walks through how a family holding ~$15M in NVIDIA shares can turn concentrated success into stable, low-stress wealth—without torching liquidity on taxes. Start with the only question that matters: How much diversified capital is needed to fund a confident lifestyle? Reverse-engineer that number, then use pre...

Listen to the Ready For Retirement podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.